Windham Vacations

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Find the Best Windham Vacation Packages

Windham Hotel Deals

Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.
Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.
Windham
9.8/10 Exceptional! (46 reviews)
House is Fantastic for larger groups and very clean
"We had a great stay at this property and every year a few families get together to spend a few days skiing and other winter activities. The house was a great layout for our group with plenty of spaces for all to sleep. Kids loved the downstairs while the adults love the game house. The property was ..."

Reviewed on 26 February 2025

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Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.
The Equinox Golf Resort & Spa
The Equinox Golf Resort & Spa
4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
Fully refundableReserve now, pay when you stay
The price is SAR 405 per night from Apr 20 to Apr 21
SAR 405
SAR 645 total
includes taxes & fees
20 Apr - 21 Apr
7.2/10 Good! (465 reviews)
"We had a great visit to the Equinox. It feels like they have improved customer service and quality over the last couple years to the feeling it has when I went as a kid. Love the free coffee 24/7 in the lobby, the fireplaces going in the sitting areas, and cleanliness of the resort. I had a great ..."

Reviewed on 12 April 2025

The Equinox Golf Resort & Spa
Hampton Inn Brattleboro
Hampton Inn Brattleboro
2.5 out of 5
1378 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is SAR 420 per night from Apr 28 to Apr 29
SAR 420
SAR 462 total
includes taxes & fees
28 Apr - 29 Apr
8/10 Very Good! (813 reviews)
Will stay there again
"Robert the guest service person was extremely professional and friendly when we checked in. The room was clean. The breakfast was adequate. Had an issue hooking up to the WiFI - also the pool wasn’t available- we did tell the front desk in the morning that the tub was not draining. We hadn’t brought ..."

Reviewed on 8 April 2025

Hampton Inn Brattleboro
See all 2,564 properties in Windham
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Windham vacation package cost?
You can pick up a vacation package to this destination on Expedia. However, how much your vacation to Windham costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Windham?
Travel in the shoulder or low season and you’re likely to get cheap Windham vacation packages. Remember that public holidays and major local events can have an impact on prices, so do some research before booking.
How to find the best Windham package deals?
Finding a cheap Windham package deal is a breeze with Expedia. After you’ve entered your destination and travel dates under our “Packages” tab, set your budget, add a couple of filters and browse what’s available. You can personalize your search by “Popular locations,” “Property type,” “Guest rating” and more. Sort the results by “Price: low to high” to view the most economical Windham package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Windham vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging hotels and flights separately. Better still, you can personalize your Windham getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Windham?
If you’re considering a spontaneous Windham trip, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Windham?

  1. Pick the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all impact your decision on when to travel to Windham.
  2. Figure out your budget: Make sure you have enough money to pay for everything from transportation and dining out to activities and airfares. Your accommodations will probably be the largest expense during your trip to Windham.
  3. Set the duration of your trip: Start by making a list of all the sights and activities you want to get to in Windham. Then, estimate how long you’ll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customized Windham vacation package.